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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2406766Generated: October 27, 2026

Sodium Chloride → (2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide

https://huagongshe.com/reaction/2406766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantCalcium CarbonateHCID 10112—
Reactant(R)-2-Amino-4-methylpentanamide hydrochlorideHCID 56776963—
Reactant6-Chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrileHCID 86683849—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
Solvent1,4-DioxaneHCID 31275—
Product(2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamideHCID 8668389083.7%

Reaction Steps

Calcium carbonate (138 mg) and D-leucinamide•hydrochloride (83 mg) were added to a 1,4-dioxane (1 ml) solution containing 6-chloro-5-fluoro-2-(quinolin-6-ylamino)nicotinonitrile (30 mg), followed by reflux for 15 hours. The reaction mixture was cooled to room temperature, and water, sodium chloride, and ethyl acetate were added. The organic layer was collected and dried over anhydrous magnesium sulfate, and the solvent was distilled away under reduced pressure. Diisopropylether was added to the obtained residue, solid matter was collected by filtration, and a yellow solid of (2R)-2-(5-cyano-3-fluoro-6-(quinolin-6-ylamino)pyridin-2-ylamino)-4-methylpentanamide (33 mg) was thus obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809371B2
Source datasetuspto-grants-2014_08
ORD IDord-15b37ef0c9a249eeabc5bf761e982e9f
Source noteuspto-grants-2014_08